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[0172] In a flask under nitrogen atmosphere, 225 g of Reactant 1, 182 g of Reactant 2 and 4.4 g of copper(!) iodide were dissolved in 700 g ofN-methylpyrrolidone, which was heated at 70° C. Then, 102 g of triethylamine was added dropwise to the solution, which was aged at an internal temperature of 80° C. for 24 hours. After the extinction of Reactant 1 was confirmed by GC, the reaction system was cooled, and 1,000 g of water was added dropwise to quench the reaction. This was followed by extraction with 2,000 mL of toluene, ordinary aqueous workup, solvent distillation, and recrystallization from hexane. There was obtained 233 g of Intermediate 1 as white crystals (yield 90% ). 

[0173] Under nitrogen atmosphere, a flask was charged with 119 g of Intermediate 1 and 500 g of acetic acid, and Intermediate 1 was dissolved at 30° C. With the temperature kept below 40° C., 41 g of 35 wt % aqueous hydrogen 

## Synthesis Example 1-1-1 

## Synthesis of Intermediate 1 

## Synthesis Example 1-1-2 

## Synthesis of Intermediate 2 

peroxide was added dropwise to the solution. At the end of addition, the solution was aged at 40° C. for 20 hours. At the end of aging, the reaction system was cooled. A solution of 20 g of sodium thiosulfate pentahydrate in 400 g of water was added dropwise to quench the reaction. Then 1,300 mL of toluene and 300 mL of ethyl acetate were added to extract the reaction product. This was followed by ordinary aqueous workup, solvent distillation, and recrystallization from hexane. There was obtained 115 g oflntermediate 2 as white crystals (yield 92% ). 

[0174] Under nitrogen atmosphere, a flask was charged with 15 .6 g oflntermediate 2, 1.0 g of p-toluenesulfonic acid monohydrate, 15.2 g of Reactant 3, and 70 g of toluene, which was heated under reflux at 105° C. for 7 hours. After the distinction of Intermediate 2 was confirmed by TLC, the reaction solution was ice cooled, and 1.0 g of triethylamine was added to quench the reaction. Further, 50 mL of saturated sodium hydrogencarbonate aqueous solution was added to the reaction solution, after which the desired compound was extracted with 50 mL of toluene. This was followed by ordinary aqueous workup, solvent distillation, and purification by silica gel column chromatography (elu› ent: 15/1 hexane/ethyl acetate). There was obtained 21.8 g of Intermediate 3 as colorless oily matter (yield 98% ). 

[0175] In a flask under nitrogen atmosphere, a Grignard reagent was prepared from 26.8 g of 4-bromofluorobenzene, 3.7 g of metallic magnesium, and 60 g of THF. Once the reaction system was cooled, a solution of 21.8 g of Inter› mediate 3 in 25 g ofTHF was added thereto. Below 20° C., 16.6 g oftrimethylsilyl chloride was added dropwise to the solution, which was aged in an ice bath for 2 hours. After aging, the reaction system was cooled, 100 mL of saturated ammonium chloride aqueous solution was added dropwise to quench the reaction. This was followed by extraction with 150 mL ofMIBK, ordinary aqueous workup, solvent distil› lation, and recrystallization from hexane. There was obtained 28.3 g of Intermediate 4 as white crystals (yield 94%). 

[0176] Under nitrogen atmosphere, a flask was charged with 14.2 g of Intermediate 4, 9.0 g of benzyltrimethylam› monium 1,1-difluoro-2-hydroxyethane-l-sulfonate, 70 g of MIBK, and 50 g of water, which were stirred for 30 minutes. The organic layer was taken out, washed with water, and concentrated under reduced pressure. Hexane was added to the concentrate for washing. There was obtained 15.2 g of Intermediate 5 as oily matter (yield 94%). 

[0177] Under nitrogen atmosphere, 0.6 g of sodium hydride was suspended in 56 g of THF, and the suspension 

## Synthesis Example 1-1-3 

## Synthesis of Intermediate 3 

## Synthesis Example 1-1-4 

## Synthesis of Intermediate 4 

## Synthesis Example 1-1-5 

## Synthesis of Intermediate 5 

## Synthesis Example 1-1-6 

## Synthesis of PAG-1 

