diff --git a/src/poetry/core/constraints/version/version_range_constraint.py b/src/poetry/core/constraints/version/version_range_constraint.py
index 41105790b..9744ae523 100644
--- a/src/poetry/core/constraints/version/version_range_constraint.py
+++ b/src/poetry/core/constraints/version/version_range_constraint.py
@@ -60,7 +60,7 @@ def allowed_max(self) -> Version | None:
         # The exclusive ordered comparison <V MUST NOT allow a pre-release
         # of the specified version unless the specified version is itself a pre-release.
         # https://peps.python.org/pep-0440/#exclusive-ordered-comparison
-        return self.max.first_devrelease()
+        return self.max.before_first_devrelease()
 
     def allows_lower(self, other: VersionRangeConstraint) -> bool:
         _this, _other = self.allowed_min, other.allowed_min
diff --git a/src/poetry/core/version/pep440/version.py b/src/poetry/core/version/pep440/version.py
index be6e165d7..2ee096a74 100644
--- a/src/poetry/core/version/pep440/version.py
+++ b/src/poetry/core/version/pep440/version.py
@@ -297,6 +297,15 @@ def first_prerelease(self: T) -> T:
             pre=ReleaseTag(RELEASE_PHASE_ID_ALPHA),
         )
 
+    def before_first_devrelease(self: T) -> T:
+        return self.__class__(
+            epoch=self.epoch,
+            release=self.release,
+            pre=self.pre,
+            post=self.post,
+            dev=_NEG_INF_TAG,
+        )
+
     def first_devrelease(self: T) -> T:
         return self.__class__(
             epoch=self.epoch,