I get your code to run, and observe the error of / not being accepted. Your code is a bit complicated, and I will look at it, but just as a first comment I noticed one oddity. If you enter a \ instead of a /, a / will be inserted properly. ?? This link perl-getcwd-ending-forward-slashes
may yield a clue.
I'm wondering why you even use File::Spec's catdir? The docs say
Concatenate two or more directory names to form a complete path ending with a directory. But remove the trailing slash from the resulting string, because it doesn't look good, isn't necessary and confuses OS/2. Of course, if this is the root directory, don't cut off the trailing slash :-)
When I comment out all the File::Spec canonpath and catdir lines from your script, it adds a / just fine.