We report here an efficient synthesis of fused bis-indazoles/indazoles via a one-pot sequential strategy starting from o-azido aldehydes and amines. This novel method involves the sequential formation of 2H-indazole followed by a Pd-catalyzed intramolecular cross-dehydrogenative coupling reaction. Overall, this one-pot sequential reaction involved the formation of new five bonds, resulting in the formation of three heterocyclic rings.