The nucleophilic phosphine-catalyzed annulations have emerged as one of powerful tools for the construction diverse carbocyclic and heterocyclic systems.In the phosphine catalyzed annulations,dialkyl acetylenedicarboxylates,alkyl propionates and aroylacetylenes are the most common used electron-deficient alkynes.In recent years,a new kind of electron-deficient alkyne,dialkyl hex-2-en-4-ynedioate,emerged as new versatile reactive substrates in the reaction.In order to further demonstrated the potential synthetic values of the nucleophilic phosphine catalyzed cyclization,we also successfully developed some mutlicomponent reaction containing triphenylphosphine and dialkyl hex-2-en-4-ynedioate for the efficient construction of diverse polycyclic and spiroheterocyclic systems.The three-component reaction of triphenylphosphine,dialkyl hex-2-en-4-ynedioate and arylidene-1,3-indanedione in dry DME at zero to room temperature resulted in functionalized triphenylphosphanylidene 1,3-dihydrospiro[cyclopentane-1,2-inden]-2-enes in 75-92% yields.1H NMR spectra and single crystal structures indicated the trans-isomer of the products was predominately formed and the reaction has very high diastereoselectivity.