It does not involve carbocation.
It involves R – OPOCl2 with –OPOCl2 as a better leaving group.
It involves E2 mechanism as pyridine base abstracts proton from the adjacent carbon as the same time at which –OPOCl2 is leaving.
It is E1 reaction without formation of carbocation.
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(1) Nucleophilic attack and deprotonation.