4-((4-tert-Butyl) phenyl)-6-methyl-1,2,3,5-tetrahydro-s-indacene (III), an important ligand to prepare metallocene catalysts for olefin polymerization, was synthesized by Suzuki-Miyaura cross-coupling reaction catalyzed by Pd(dppf)Cl2 . The structure of the product was confirmed by 1H NMR, IR, GC-MS and MS. The effects of the kinds of catalysts, solvents, and bases on the reaction were studied in detail. Calculated on the base of 4-bromo-6-methyl- 1,2,3,5- tetrahydro-s-indacene, the optimized conditions were determined as follows: In the presence of 1.5 mol% of Pd(dppf)Cl2, 1.1 mol/mol of 4-tert-butylphenyl boronic acid, 1.5 mol/mol of K2CO3 and 1000 mL/mol of i-PrOH, the reaction mixture was stirred under reflux until reaching stable conversion of the bromoindene (ca. 26 h needed), the yield of III was 82.1%, and the purity was 99%. According to this practical method, bromide indene was successfully used as an intermediate to prepare aryl substituted indene，and the forming of indene double bond isomers was effectively inhibited in the present system.