The Music Video:
1) Starts with this scene from the movie '48 hrs.':
http://www.youtube.com/watch?v=qdNLhzrcZSo&feature=related
But instead of "Reggie..Reggie!!" the cop says "Thurgood....Thurgood!!"
The guy in the cell is one of the rappers instead of Eddie Murphy
Similar to the opening of Akon's 'Smack That':
http://www.youtube.com/watch?v=qdNLhzrcZSo&feature=related

2)Features: Erick Sermon, PMD, Redman and other rappers (IIRC)

3) Was on BET's 'Rap City' in the late 90's (97-99)

4) Has one of the rappers (Redman if I remember correctly) as a hobo with busted legs pushing along the sidewalk on a board with wheels, begging for change and chasing people who don't give him any while he lays down his verse

Any help finding this song would be appreciated...