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Look up Maintained Status and consult an attorney. IANAL.
If you leave and reenter before your WP expires, you should be allowed to continue working under the conditions of your current WP, even after it expires. You'll need to be able to prove you applied for an extension.
If you try to enter Canada after the WP has expired, or leave Canada after the WP expired and then try to reenter, you might be granted entry as a visitor only (assuming you have a valid ETA or TRV) but would not be allowed to continue working until your extension is approved.