diff --git a/Extension/CHANGELOG.md b/Extension/CHANGELOG.md
index 36915cfa6a..513fc9dfa7 100644
--- a/Extension/CHANGELOG.md
+++ b/Extension/CHANGELOG.md
@@ -1,5 +1,8 @@
 # C/C++ for Visual Studio Code Change Log
 
+## Version 1.4.1: June 8, 2021
+* Fix the configuration UI sometimes not populating initially with VS Code 1.56 or later. [#7641](https://github.com/microsoft/vscode-cpptools/issues/7641)
+
 ## Version 1.4.0: May 27, 2021
 ### New Features
 * Add a C++ walkthrough to the "Getting Started" page. [#7273](https://github.com/microsoft/vscode-cpptools/issues/7273)
diff --git a/Extension/package.json b/Extension/package.json
index 5082264a4d..3a1343468c 100644
--- a/Extension/package.json
+++ b/Extension/package.json
@@ -2,7 +2,7 @@
   "name": "cpptools",
   "displayName": "C/C++",
   "description": "C/C++ IntelliSense, debugging, and code browsing.",
-  "version": "1.4.0-main",
+  "version": "1.4.1-main",
   "publisher": "ms-vscode",
   "icon": "LanguageCCPP_color_128x.png",
   "readme": "README.md",
diff --git a/Extension/src/LanguageServer/configurations.ts b/Extension/src/LanguageServer/configurations.ts
index ad250170ef..106def41e4 100644
--- a/Extension/src/LanguageServer/configurations.ts
+++ b/Extension/src/LanguageServer/configurations.ts
@@ -975,7 +975,11 @@ export class CppProperties {
             const settings: CppSettings = new CppSettings(this.rootUri);
             this.settingsPanel = new SettingsPanel();
             this.settingsPanel.setKnownCompilers(this.knownCompilers, settings.preferredPathSeparator);
-            this.settingsPanel.SettingsPanelActivated(() => this.onSettingsPanelActivated());
+            this.settingsPanel.SettingsPanelActivated(() => {
+                if (this.settingsPanel?.initialized) {
+                    this.onSettingsPanelActivated();
+                }
+            });
             this.settingsPanel.ConfigValuesChanged(() => this.saveConfigurationUI());
             this.settingsPanel.ConfigSelectionChanged(() => this.onConfigSelectionChanged());
             this.settingsPanel.AddConfigRequested((e) => this.onAddConfigRequested(e));
@@ -1025,14 +1029,9 @@ export class CppProperties {
                         if (this.settingsPanel.selectedConfigIndex >= this.configurationJson.configurations.length) {
                             this.settingsPanel.selectedConfigIndex = this.CurrentConfigurationIndex;
                         }
-                        setTimeout(() => {
-                            if (this.settingsPanel && this.configurationJson) {
-                                this.settingsPanel.updateConfigUI(configNames,
-                                    this.configurationJson.configurations[this.settingsPanel.selectedConfigIndex],
-                                    this.getErrorsForConfigUI(this.settingsPanel.selectedConfigIndex));
-                            }
-                        },
-                        500); // Need some delay or the UI can randomly be blank, particularly in the remote scenario.
+                        this.settingsPanel.updateConfigUI(configNames,
+                            this.configurationJson.configurations[this.settingsPanel.selectedConfigIndex],
+                            this.getErrorsForConfigUI(this.settingsPanel.selectedConfigIndex));
                     } else {
                         // Parse failed, open json file
                         vscode.workspace.openTextDocument(this.propertiesFile);
diff --git a/Extension/src/LanguageServer/settingsPanel.ts b/Extension/src/LanguageServer/settingsPanel.ts
index c3338781ae..1dc68e5817 100644
--- a/Extension/src/LanguageServer/settingsPanel.ts
+++ b/Extension/src/LanguageServer/settingsPanel.ts
@@ -73,6 +73,12 @@ export class SettingsPanel {
     private static readonly viewType: string = 'settingsPanel';
     private static readonly title: string = 'C/C++ Configurations';
 
+    // Used to workaround a VS Code 1.56 regression in which webViewPanel.onDidChangeViewState
+    // gets called before the SettingsApp constructor is finished running.
+    // It repros with a higher probability in cases that cause a slower load,
+    // such as after switching to a Chinese language pack or in the remote scenario.
+    public initialized: boolean = false;
+
     constructor() {
         this.disposable = vscode.Disposable.from(
             this.settingsPanelActivated,
@@ -91,6 +97,8 @@ export class SettingsPanel {
             return;
         }
 
+        this.initialized = false;
+
         // Create new panel
         this.panel = vscode.window.createWebviewPanel(
             SettingsPanel.viewType,
@@ -211,7 +219,7 @@ export class SettingsPanel {
     private updateWebview(configSelection: string[], configuration: config.Configuration, errors: config.ConfigurationErrors | null): void {
         this.configValues = {...configuration}; // Copy configuration values
         this.isIntelliSenseModeDefined = (this.configValues.intelliSenseMode !== undefined);
-        if (this.panel) {
+        if (this.panel && this.initialized) {
             this.panel.webview.postMessage({ command: 'setKnownCompilers', compilers: this.compilerPaths });
             this.panel.webview.postMessage({ command: 'updateConfigSelection', selections: configSelection, selectedIndex: this.configIndexSelected });
             this.panel.webview.postMessage({ command: 'updateConfig', config: this.configValues });
@@ -250,6 +258,10 @@ export class SettingsPanel {
             case 'knownCompilerSelect':
                 this.knownCompilerSelect();
                 break;
+            case "initialized":
+                this.initialized = true;
+                this.settingsPanelActivated.fire();
+                break;
         }
     }
 
diff --git a/Extension/ui/settings.ts b/Extension/ui/settings.ts
index 8451859da1..e184af6097 100644
--- a/Extension/ui/settings.ts
+++ b/Extension/ui/settings.ts
@@ -81,6 +81,9 @@ class SettingsApp {
         document.getElementById(elementId.advancedSection).style.display = advancedShown ? "block" : "none";
         document.getElementById(elementId.showAdvanced).classList.toggle(advancedShown ? "collapse" : "expand", true);
         document.getElementById(elementId.showAdvanced).addEventListener("click", this.onShowAdvanced.bind(this));
+        this.vsCodeApi.postMessage({
+            command: "initialized"
+        });
     }
 
     private addEventsToInputValues(): void {