Do you want to say: 'What is the meaning of this expression?' Remember that we only use 'How about ...?' to make a suggestion. For example 'How about a cup of coffee?' 'Good idea!'.
But back to your question: If you say 'That's quite an undertaking' it means 'That's really not an easy job'. For example, if your friend says that he has bought a ruined castle on a hilltop and intends to renovate it and turn it into a family home by doing all the work by himself, your comment might be 'That's quite an undertaking.'