Sugar Ray Robinson vs Tony Zale, 160 lbs, Prime For Prime. They never met in the ring, but can Robinson's speed out do the Man Of Steel? It is 15 rounds.
I think these two would have to fight more than once. Zale was good enough to beat Robbie the first time the way LaMotta, Turpin, Fullmer, and Basilio all did. Zale certainly could. But Robbie would get a rematch, and probably win a close decision. Imo they would have to have a rubber match which Robbie would win more decisively by decision. Epic trilogy.
I'd take pre retirement SRR here by later stoppage. Post break things would be harder but i still think Robinson would at the least would win a series.
Ray wins this.He could out box Zale, if he elected to punch with him it would be a war, but he would still win.