cheryl lyn
The name of the song is History, sang by Mai Tai. Sounds like an 80s song but it was actually made in 92.
Cheryl Lynn, though many people mistakenly think it's Angela Bofill.
I posted two links to the full setlist to Guitar Hero Encore: Rocks the 80s.
Glass
Feel So Real, a hit for Steve Arrington, back in 1985.
Guitar Hero Encore: Rocks the 80s
Animotion?
Sade
Matt Bianco
Black Box
Sleaze Boys
Level 42