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If the Prologue is included, Kurama.using the official naruto website.
1. Land of Waves
Orochimaru2. Chunin exams
Shukaku3. destruction of the leaf
Manda4. search for tsunade
Orochimaru5. Sasuke retrieval
Shukaku again.6. Kazekage Rescue
Orochimaru, considering Sasuke had to wait for him to grow weaker before he decided to fight him. MAYBE KN4 Naruto, he did pretty good.7. Long awaited Reunion arc ( Tenchi bridge arc)
Obito8.Immortal Devastators arc (akatsuki suppression)
Pain9. Master Prophecy and Vengeance arc
KN8 Naruto10. Two Saviors arc (Pain assault arc)
Obito11. Five Kage Summit arc
Madara12. Fourth great ninja war (theres technically 3 arcs split between the confrontation,conflict and climax but for the sake of brevity we smudge them together)
Juubidara13. Ten Tails arc
Post-Kaguya Fight Naruto14. kaguya Otsutsuki strikes arc.