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> At what point is that, legally?

Presumably when they started setting up residence by not moving their trucks, living in them, and 'importing' fuel supplies into the city:

Or it could have been when they set up saunas and barber shops:

¯\_(ツ)_/¯

(IANAL)

Preventing protestors from getting supplies like fuel to keep warm (etc) is an international crime.

They worked with local authorities to position trucks to allow adequate lanes and access to all of downtown.

Ottawa being the capital of Canada, it wasn't the first protest they've had - and so this was all standard practice/protocol for local authorities.