diff --git a/builders/testdata/ruby/version_specified_gemfile_27/Gemfile b/builders/testdata/ruby/version_specified_gemfile_27/Gemfile
index 085a2922e..1dbf48d97 100644
--- a/builders/testdata/ruby/version_specified_gemfile_27/Gemfile
+++ b/builders/testdata/ruby/version_specified_gemfile_27/Gemfile
@@ -13,5 +13,5 @@
 # limitations under the License.
 
 source "https://rubygems.org"
-gem "sinatra", "~> 2.0"
+gem "sinatra", "~> 4.0", ">= 4.0.0"
 ruby '~> 2.7.0'
diff --git a/builders/testdata/ruby/version_specified_gemfile_27/Gemfile.lock b/builders/testdata/ruby/version_specified_gemfile_27/Gemfile.lock
index dec9fb311..db05b8216 100644
--- a/builders/testdata/ruby/version_specified_gemfile_27/Gemfile.lock
+++ b/builders/testdata/ruby/version_specified_gemfile_27/Gemfile.lock
@@ -1,27 +1,36 @@
 GEM
   remote: https://rubygems.org/
   specs:
-    mustermann (1.1.1)
+    base64 (0.2.0)
+    logger (1.7.0)
+    mustermann (3.0.3)
       ruby2_keywords (~> 0.0.1)
-    rack (2.2.2)
-    rack-protection (2.0.8.1)
-      rack
-    ruby2_keywords (0.0.2)
-    sinatra (2.0.8.1)
-      mustermann (~> 1.0)
-      rack (~> 2.0)
-      rack-protection (= 2.0.8.1)
+    rack (3.1.15)
+    rack-protection (4.1.1)
+      base64 (>= 0.1.0)
+      logger (>= 1.6.0)
+      rack (>= 3.0.0, < 4)
+    rack-session (2.1.1)
+      base64 (>= 0.1.0)
+      rack (>= 3.0.0)
+    ruby2_keywords (0.0.5)
+    sinatra (4.1.1)
+      logger (>= 1.6.0)
+      mustermann (~> 3.0)
+      rack (>= 3.0.0, < 4)
+      rack-protection (= 4.1.1)
+      rack-session (>= 2.0.0, < 3)
       tilt (~> 2.0)
-    tilt (2.0.10)
+    tilt (2.6.0)
 
 PLATFORMS
   ruby
 
 DEPENDENCIES
-  sinatra (~> 2.0)
+  sinatra (~> 4.0, >= 4.0.0)
 
 RUBY VERSION
    ruby 2.7.0p0
 
 BUNDLED WITH
-   1.17.3
\ No newline at end of file
+   2.1.4