The battle officially begins near the end of episode 153 (“Following the Master’s Shadow”) and reaches its conclusion in episode 169 (“The Two Students”).
According to the Naruto anime series, Naruto Uzumaki fought Pain in episode 120, titled "The Promise That Was Never Made!!" (also known as "The Other Paths").
The storyline leading up to the fight began around episode 88, "Twelve Guardian Ninja!", which introduced the Akatsuki organization and Pain, the leader of the organization.
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