Reaction SMILES: Cl([O-])=O.[Na+].O.P([O-])(O)(O)=O.[Na+].C([O:15][C:16]1[C:17]([CH:45]=[O:46])=[C:18]([CH:38]=[CH:39][C:40]=1[C:41]([F:44])([F:43])[F:42])[CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:32]=[CH:31][C:30]([CH2:33][C:34]([O:36][CH3:37])=[O:35])=[CH:29][CH:28]=2)=[CH:23][CH:22]=1)C=C.CC(=CC)C.S([O-])([O-])(=O)=S.[Na+].[Na+].Cl.[C:60]([O:64]C(OC(C)(C)C)N(C)C)([CH3:63])([CH3:62])[CH3:61].N1CCCC1>C(O)(C)(C)C.C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O.O1CCOCC1>[OH:15][C:16]1[C:40]([C:41]([F:42])([F:44])[F:43])=[CH:39][CH:38]=[C:18]([CH2:19][O:20][C:21]2[CH:22]=[CH:23][C:24]([C:27]3[CH:32]=[CH:31][C:30]([CH2:33][C:34]([O:36][CH3:37])=[O:35])=[CH:29][CH:28]=3)=[CH:25][CH:26]=2)[C:17]=1[C:45]([O:64][C:60]([CH3:63])([CH3:62])[CH3:61])=[O:46]
Reactant: C=CCOc1c(C(F)(F)F)ccc(COc2ccc(-c3ccc(CC(=O)OC)cc3)cc2)c1C=O
Reactant: CN(C)C(OC(C)(C)C)OC(C)(C)C
Agent: c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
Agent: CC=C(C)C
Agent: Cl
Solvent: O
Solvent: C1COCCO1
Solvent: Cc1ccccc1
Product: COC(=O)Cc1ccc(-c2ccc(OCc3ccc(C(F)(F)F)c(O)c3C(=O)OC(C)(C)C)cc2)cc1
Temperature: 25 °C
Reaction time: 4 h
Yield: 59.2 %

Procedure:
After an aqueous solution (7.5 ml) of sodium chlorite (1.28 g, 14.2 mmol) and sodium dihydrogenphosphate monohydrate (1.28 g, 9.28 mmol) was added dropwise to a solution of methyl (4′-([3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy)-1,1′-biphenyl-4-yl)acetate (1.71 g, 3.53 mmol) obtained in Example (6-8) in a mixture of tert-butyl alcohol (15 ml), 1,4-dioxane (3.5 ml) and 2-methyl-2-butene (4.5 ml), the mixture was stirred at room temperature for 4 hours. After a 5% aqueous sodium thiosulfate solution was added to the reaction mixture, the mixture was poured into 0.5N hydrochloric acid and extracted with ethyl acetate (twice). The organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure to give a residue. After the obtained residue was dissolved in toluene (12 ml), N,N-dimethylformamide di-tert-butyl acetal (3.39 ml, 14.1 mmol) was added thereto and the mixture was heated under reflux for 4 hours. After the reaction mixture was poured into water and the mixture was extracted with ethyl acetate (three times), the organic layer was successively washed with water (twice) and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. Pyrrolidine (0.500 ml, 5.99 mmol) and tetrakis(triphenylphosphine)palladium (81.6 mg, 70.6 mmol) were added to a solution of the residue obtained by removing the solvent under reduced pressure in a mixture of 1,4-dioxane-water (30:1, 12 ml), and the mixture was stirred at room temperature for 4 hours. After water was poured into the reaction mixture and the mixture was extracted with ethyl acetate, the organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The mixture was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=98/2-85/15) to give the title compound as a pale yellow powder (1.08 g, yield: 59%).