calzaghe would win. winky can't keep up with the pace that joe sets and i can see calzaghe stopping him. winky is good defencivley but i dont think he would have an answer to some of the shots joe would throw at him.
i cant remember the name of the fighter but there was another southpaw that dropped winky about 4 or 5 times on the way to the final bell. i can see calzaghe being way to big, strong and busy for winky.