The bolded answers explains your inquiry.
Bruh is reppin all things Philly. Shyt doesn't have to be current. Why wouldn't they play Freeway or Meek? Why wouldn't he rep Iverson? Hell...I'd have an issue if that kinda shyt WASN'T in the show.
So it doesn't matter if he was around when Freeway or Meek came out. Fact is...both their music STILL get played in Philly even today. Just like a lot of us wasn't around when Isleys, Marvin, Al Green, and others dropped their classics. But we still bump them regardless. Good music is timeless.