A sequential combination of Ru-catalyzed enyne cross-metathesis (EYCM) and intramolecular Diels-Alder reaction (IMDA) is described. Different terminal alkynes and alpha,omega-dienes obtained by a Baylis-Hillman reaction were transformed into substituted cis-hexahydro-1H-indenes and cis-hexahydro-2H-naphthalin-1-ones.