1: 3-(p-methylphenyl)propargyl alcohol With sodium hydride in tetrahydrofuran T=20°C; 2 h; 2: allyl bromide in tetrahydrofuran T=20°C; 2 h;

1.1: 72 percent / Pd(PPh3)2Cl2; CuI; piperidine / toluene / 3 h / 30 - 35 °C 2.1: NaH / tetrahydrofuran / 0 - 20 °C 2.2: 96 percent / tetrahydrofuran / 0 - 20 °C View Scheme