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The phrase "contemplate how" is correct and can be used in written English.
It could be used to refer to considering a particular matter carefully in order to form a judgement or opinion. For example, "We must contemplate how best to respond to this situation".
Exact(54)
Howe has yet to contemplate how to cope with the prolific Súarez or his illustrious team-mates from the Premier League.
Contemplate how much sense that makes.
This made Kendall contemplate how Stephanie would view all this.
It also invites us to contemplate how Israel's past has been represented in film.
I often contemplate how my research could aid a university like my own.
It made her contemplate "how shaky everything gets after the immediate escape," she said.
It's impossible to contemplate how intrusive it was, into every single aspect of her life.
He found it a consolation to contemplate how small he was, in comparison to his surroundings.
"It is startling to contemplate how violent John McCain was well into his 20s," notes Matt Welch, a critical biographer.
Sonically as well as verbally, they set aside hip-hop swagger to contemplate how the present reconfigures the past.
Being exposed to such majesty is humbling and begs me to contemplate how finite I really am.
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Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com