Here is another testcase that produces a similar failure.
$ mkdir "Apostrophe's a problem" $ mkdir "Apostrophe's still a problem" $ cd Apostrophe\'s\<tab>
It should complete or offer options, but it doesn't complete any further and doesn't offer any suggestions.
If you add on to where it should be able to complete like so:
$ cd Apostrophe\'s\ still<tab>
It does not complete even though there is only one possibility.
Here is another testcase that produces a similar failure.
$ mkdir "Apostrophe's a problem"
$ mkdir "Apostrophe's still a problem"
$ cd Apostrophe\'s\<tab>
It should complete or offer options, but it doesn't complete any further and doesn't offer any suggestions.
If you add on to where it should be able to complete like so:
$ cd Apostrophe\'s\ still<tab>
It does not complete even though there is only one possibility.