In　the　presence　of　Pd(PPh3)(4)　(2.5　mol%),　PPh3　(10　mol%)　and　pyridine　(2.0　equiv.),　the　formal　[5+3]　cycloaddition　of　vinylethylene　carbonates　with　isatin-based　alpha-(trifluoromethyl)imines　proceeded　readily,　and　delivered　trans-configured　novelmedium-heterocycle-fused　spirooxindoles　in　75-97%　chemical　yields　with　excellent　diastereoselectivities.　The　relative　stereochemical　configuration　of　the　title　products　was　identified　by　X-ray　diffraction　analysis.