1. Synthesis of procyanidin B1-B4(1-4). Stereoselective synthesis of catechin and epocatechin under intermolecular condensation of equimolar amount of catechin derivatives catalyzed by Yb(OTf)_3. The coupled products were successfully converted to procyanidin B1 (1), B2 (2), B3 (3), and B4 (4), respectively. 2. synthetic of (-)-epicatechin 3-(3"-O-methylgallate) (13) and (+)-catechin 3-(3"-O-methylgallate) (14) A concise synthesis of (-)-epicatechin 3-(3"-O-methylgallate)(13, ECG3"Me), which is a minor constituent of tea, and (+)-catechin 3-(3"-O-methylgallate)(14, CG3"Me) via condensation of equimolar amount of catechin and gallate derivatives has been achieved. The anti-inflammatory effect of the synthetic compounds on TPA-induced inflammation of mouse ears was examined. Compounds 13 and 14 suppressed the TPA-induced inflammation of mouse ears by 50% and 43%, respectively, at a dose of 200μg. 3. Short step synthesis of resveratrol derivative. An efficient synthesis of trimethoxylated resveratrol (20) is presented using advanced Heck reaction promoted by Pd(dba)_2 in the presence of P(t-Bu)_3.