A palladium-catalyzed domino Heck/intermolecular direct hetero arylation sequence of unactivated alkenes was developed, providing 1,2,3-triazole containing bisheterocycles bearing all-carbon quaternary centers with yields of 25-90%. The protocol was extended to 1,3,4-oxadiazoles as well. The installed triazole was further exploited for late-stage functionalizations, and the mechanistic studies indicate the involvement of C-H activation.