The regio-and stereoselectivity of the palladium-catalysed cross-coupling reactions of indium organometallics with stereodefined 1-haloalkenes and 1,1-dihaloalkenes have been studied. Triorganoindium reagents (R 3 In; R = alkyl, alkenyl, aryl and alkynyl) can be stereospecifically coupled with stereodefined alkenyl iodides in good yields and short reaction times under palladium catalysis. Additionally, the palladium-catalysed cross-coupling reaction of R 3 In (90 mol-%) with 1,1-dibromo-1-alkenes gave dicoupling products in high yields. When the reaction was performed with 40 mol-% of aryl-, vinyl-and alkynylindium derivatives, trans-selective monosubstitution products were obtained in moderate to