I bought that Indy Gala bundle too so I'll pass on the comp (cheers anyway - wonder what the last mystery game will be! 'citing!)
I was going to say though that I think the earliest examples of songs in games was when the Bitmap Brothers used Bomb the Bass - Megablast in Xenon 2 and Betty Boo - Doing the Doo in Magic Pockets both on the Amiga, they weren't being brought back as they were quite current at the time, pioneering all the same
And as it's early in the thread I'll also pointy out the obvious and say GTA: Vice City and San Andreas just to get it out the way
AND thanks to our good friends at CD Projekt Red for introducing me to 'Bullets' by Archive from the Cyberpunk 2077 trailer - been listening to it loads ever since! (it was on a 2009 album so I guess that's a bring back)
How could I forget the GTA series! Ahhhh, I'm so stupid. I think those take the cake for this whole thread. And no I'm still not in, I just had to come back and chime in on this gentelman's choice.