From memory, it is impossible to hold any pressure in the system if the filter is the type with the banjo bolt with a restrictor orifice as any pressure leaks back to the fuel tank?
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IIRC, this is the type banjo bolt fitted to CAV filters, a problem if blocked with a VERY small air leak elsewhere. If this orifice is blocked any air in the system cannot leak off back to the tank and results in a fair bit of cranking to drive it out via the injectors.
Edit: When we had a shared ownership boat in the early 90s it was standard practice to operate the lift pump prior to a first start after the boat had been left standing for any time.