Bought song won't play, stuck in re-authorization loop

I've tried everything I can think to try. I bought a song on iTunes through my iPhone. It played totally fine, up until when I synced my phone last night (I think that was the moment things changed). Once I did that, if I played it on my phone, it would show it for a second and then skip immediately to the next song. In iTunes on my computer, it said I needed to authorize my computer to play the song. Which it was already authorized to do. Once I entered my password, it would skip the song again and go to the next one on the playlist. I tried the first suggestions in this support topic and nothing changed. I don't seem to have an SC Info folder, so I can't delete that. I deauthorized all computers, then reauthorized this one, and it still won't work. I've restarted, signed out, signed in, even deleted the song completely. When I deleted it, I was annoyed to find it's not in my "Purchased" folder in the iTunes store, as if I never bought it to begin with. Luckily I had a copy on my email and redownloaded it from there, but I'm running into the exact same issues as before with my computer being "not authorized" to play it, even though it is and always has been.
Two weird things: the track is listed as an AAC audio file, whereas songs I've bought on other days in the same manner are listed as Purchased AAC audio files. And weirdest of all... if I preview the track in Finder, I can PLAY it there! ***? How do I get this track to play in iTunes?!

I had this happen when I bought my new computer this December.   After a *lot* of work, I finally got ahold of the correct Apple Support which re-authorized 4 of my protected songs again.    And that appeared to work for a few weeks.
Now they don't play and give errors when I synchronize with my iPad.
If I click on them, to play within iTunes, I get a window saying 'This computer is not authorized to play "House of the Rising Sun".  Would you like to authorize it?'.    I enter my password and am told 'This computer is already authorized.   Including this one, you have authorized 3 out of your available 5.'.
Same problem I had a month ago, which I thought they fixed after talking to a *bunch* of apple support people, and making two fruitless genius bar appointments.

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