Phenanthridinone alkaloids crinasiadine 1 and N‐alkylcrinasiadines 6, 7, 8, 9, 10 have been synthesized based on palladium‐catalyzed tandem C–C and C–N bond formation starting from 2‐aminophenylboronic acid and 2‐bromobenzoate in short steps. Related alkaloids, 5,6‐dihydrobicolorine 2, trisphaeridine 3, and bicolorine 12 have also been synthesized.