For this trophy you'll have to earned an S Rank for The Agitated Five Kage Summit battle, which is in conjunction with a 2-part pseudo Boss Battle, and a mob battle sequence.
For FACTORS on reaching high Rank for Boss/Pseudo battles please consult with this trophy solution:
The first part of this battle is Sasuke w/ Jugo & Suigetsu as supports vs Gaara w/ Temari & Kankuro as supports. Given that you know how to play the game and avoid/sub attacks you should be fine. The only issue is that healing is only usable once, but the mob section allows you to replenish more for the final fight, thanks to Karin!
The second part of this battle is a mob battle sequence in which Sasuke, with Karin heal support, fights his way through waves of samurai and advance to the Kage conference room to face-off against the remaining Kages.
The final part of this battle is Sasuke (alone) vs Mizukage w/ Chojuro & Ao as supports. The only difficulty with this part of the fight is that, unless you've saved your healing item, whatever damage you take from the Mizukage fight will remain and affect your overall Rank if dropped drastically. So dealing Ult. Jutsus or subbing them using a ninjutsu is your best attempt at winning fast.
Once the 3rd battle has been completed you'll be graded based on your 3 individual battle ranks for an overall rank. If granted an S rank you'll earn another trophy for earning an "A" rank as well.
If, for any reason, you aren't able to earn an S Rank no worry. You can retry ANY battles post-story in the Ninja World timeline for another try.