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However, the practical and efficient synthesis of trifluorovinylated compounds with broad structural diversity still remains a challenging task. Herein, we report the scalable synthesis of a trifluorovinyl hypervalent iodine(III) reagent, ArI(CF \u2550 CF<jats:sub>2<\/jats:sub>)OTf (TrFVI), from a bulk chemical, HFC\u2010134a. The first C(sp<jats:sup>2<\/jats:sup>)\u2500H trifluorovinylation of (hetero)arenes is achieved using TrFVI reagent via photoredox catalysis, which shows good functional group compatibility. Furthermore, late\u2010stage trifluorovinylation of highly modified substrates, including drug candidates, is achieved to illustrate the powerfulness of our method. 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