Check the Johto region restriction
Only Johto League members count toward the member threshold. Kanto members do not substitute for them. Challenges that specify Johto companions must also be completed with Johto companions.
Capture the three beasts, then check Nightmare victory
Capture means successfully catching all three beasts. Defeating them or filling their tracking gauges does not replace this requirement.
Win in Ecruteak City on Nightmare with Johto companions. A Normal or Hard victory does not meet this difficulty requirement.