The question mark (and disabled popup menu items) indicates that Terminal thinks the working directory is on a remote computer, and therefore you cannot navigate to it in Finder using the popup menu. If you look at the last item in the popup menu (Command-Click on the “proxy” icon) you'll see the computer/host that Terminal thinks the working directory is on. You should find that it is not the computer’s current name.
My hostname command gives a XXX.hsd1.ca.comcast.net, rather than typical XXX.local due to my ISP's config, possibly causes the problem. Using system's default bash has no such a problem.
I'm using the prebuilt binary from https://pkgsrc.joyent.com, the version number is 3.0.0 according to package description, although echo $version gives unknown. macOS Mojave version 10.14.3
Can be reproduced using the AppleScript bundle (version 3.0.2-1-g6f940d72d) downloaded from homepage.
Not reproducible with locally compiled 2.7.1 version, which gives an expected normal icon.
I suppose the function informs the terminal about CWD has changed since 3.0 but no longer works with this corner case.
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