Frieza because he survived the explosion of the entire planet namek. Even Sharingan can't cause more pain and death than an apocolypse. Could Itachi survive an apocolypse? I don't think so!
-Think about this though, The Sharingun is a prolonged series of mental and physical torture not just a momentary explosion, it is far faster than Friezas speed as well and only lasts a few seconds in the real world but days in the world of Tyskuomi.but on the other hand itachi is strong,
Frieza is a massivly hypersonic planetbuster. Itachi gets murderstomped.
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