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The only way Bowser can win is if he reality warps, does some serious black hole-y stuff with gravity manipulation, or turns Frieza to stone. Any other way Frieza stomps
Frieza has been taking many shots from Goku would most likely put him at universal , so I doubt any physical blows from bowser would put him down for the count.
The only way I see bowser winning is reality warping. Since black holing could be avioded...