diff --git a/src/System.Management.Automation/engine/regex.cs b/src/System.Management.Automation/engine/regex.cs
index 086d459a19..4c9fe3f7cd 100644
--- a/src/System.Management.Automation/engine/regex.cs
+++ b/src/System.Management.Automation/engine/regex.cs
@@ -135,20 +135,8 @@ namespace System.Management.Automation
         /// <returns>True on success, false otherwise.</returns>
         private void Init()
         {
-            if (_isMatch != null)
+            StringComparison GetStringComparison()
             {
-                return;
-            }
-
-            if (Pattern.Length == 1 && Pattern[0] == '*')
-            {
-                _isMatch = s_matchAll;
-                return;
-            }
-
-            if (Pattern.IndexOfAny(s_specialChars) == -1)
-            {
-                // No special characters present in the pattern, so we can just do a string comparison.
                 StringComparison stringComparison;
                 if (Options.HasFlag(WildcardOptions.IgnoreCase))
                 {
@@ -163,7 +151,33 @@ namespace System.Management.Automation
                         : StringComparison.CurrentCulture;
                 }
 
-                _isMatch = str => string.Equals(str, Pattern, stringComparison);
+                return stringComparison;
+            }
+
+            if (_isMatch != null)
+            {
+                return;
+            }
+
+            if (Pattern.Length == 1 && Pattern[0] == '*')
+            {
+                _isMatch = s_matchAll;
+                return;
+            }
+
+            int index = Pattern.IndexOfAny(s_specialChars);
+            if (index == -1)
+            {
+                // No special characters present in the pattern, so we can just do a string comparison.
+                _isMatch = str => string.Equals(str, Pattern, GetStringComparison());
+                return;
+            }
+
+            if (index == Pattern.Length - 1 && Pattern[index] == '*')
+            {
+                // No special characters present in the pattern before last position and last character is asterisk.
+                var patternWithoutAsterisk = Pattern.AsMemory().Slice(0, index);
+                _isMatch = str => str.AsSpan().StartsWith(patternWithoutAsterisk.Span, GetStringComparison());
                 return;
             }