I have a 4th gen iPod nano. I used mediamonkey on a windows device to load songs onto it. However I switched to a Debian based linux distro. When I tried to update my music again, the songs weren't recognised as songs but as 'other'. I then deleted everything I had loaded onto the iPod and switched to trying to use Apple Music and Finder on a MacBook. It said that the device couldn't be recognised with the option to reset it. I did so and left it overnight (it may have been bumped and disconnected before being reconnected, I do not remember). I unplugged it in the morning even though it said it was still loading because I needed to leave. Everything started up fine with the iPod when I checked it. It didn't seem corrupted in any way that I could tell. However when I tried to load songs onto the iPod, Music couldn't detect it, and Finder showed this
It's been stuck on this screen for a while now. Is there a fix?