This is a play on words “Looking fly wit this green” meaning dressing fly or wearing high priced fashion at the cost of green/money
This also ties in Rondo (Rajon), a point guard for the Boston Celtics who’s colors are green
(http://2daysports.com/img/articles/images/Rajon-Rondo(1).jpg)
And if he’s looking fly (meaning jumping up in the air) Rondo would throw him an alley-oop or assist