Learn English – “To be prepared” – Verb tense question

Here are the first 25 COCA results for Adjective + in understanding (the number on the right is the number of hits for a sequence). In all of these the adjective preceding the prepositional phrase characterizes instrument which leads to understanding rather than characterizing some person's ability at understanding.

1   HELPFUL IN UNDERSTANDING THE      26
2   USEFUL IN UNDERSTANDING THE       24
3   INTERESTED IN UNDERSTANDING THE   23
4   IMPORTANT IN UNDERSTANDING THE    15
5   HELPFUL IN UNDERSTANDING HOW       8
6   INTERESTED IN UNDERSTANDING HOW    5
7   IMPORTANT IN UNDERSTANDING AND     4
8   CRITICAL IN UNDERSTANDING THE      4
9   INVOLVED IN UNDERSTANDING THE      4    
10  USEFUL IN UNDERSTANDING HOW        4
11  IMPORTANT IN UNDERSTANDING HOW     3
12  HELPFUL IN UNDERSTANDING GLOBAL    3
13  CRUCIAL IN UNDERSTANDING THE       3
14  INTERESTED IN UNDERSTANDING THEIR  3
15  INTERESTED IN UNDERSTANDING WHAT   3
16  INVOLVED IN UNDERSTANDING OR       3
17  USEFUL IN UNDERSTANDING WHY        3
18  BENEFICIAL IN UNDERSTANDING THE    2
19  ESSENTIAL IN UNDERSTANDING THE     2
20  CRITICAL IN UNDERSTANDING HOW      2
21  INTERESTED IN UNDERSTANDING AND    2
22  HELPFUL IN UNDERSTANDING WHY       2
23  HELPFUL IN UNDERSTANDING WHAT      2
24  NECESSARY IN UNDERSTANDING WHAT    2
25  PIVOTAL IN UNDERSTANDING THE       2

Now see the results for Adjective + at understanding. In all of these, the adjective characterizes a person's ability to understand.

1   GOOD AT UNDERSTANDING THE              4    
2   SUCCESSFUL AT UNDERSTANDING MICROBIAL  1    
3   SLOW AT UNDERSTANDING AND              1
4   POOR AT UNDERSTANDING ECOLOGICAL       1
5   INCOMPETENT AT UNDERSTANDING HOW       1    
6   GOOD AT UNDERSTANDING WHY              1
7   GOOD AT UNDERSTANDING THEIR            1
8   GOOD AT UNDERSTANDING TECHNICAL        1
9   GOOD AT UNDERSTANDING RIDDLES          1
10  GOOD AT UNDERSTANDING OR               1
11  GOOD AT UNDERSTANDING HOW              1
12  GOOD AT UNDERSTANDING GLOBAL           1
13  BETTER AT UNDERSTANDING DIFFERENT      1
14  BETTER AT UNDERSTANDING A              1
15  BAD AT UNDERSTANDING WHAT              1
16  BAD AT UNDERSTANDING HOW               1
17  ADEPT AT UNDERSTANDING THEIR           1
18  ADEPT AT UNDERSTANDING AND             1

It wouldn't be safe, however, to assume that this pattern holds for any given adjective + PP[pres.ppl] combination. When we search for skilled + (in/at) + V.pres.ppl we find 109 hits for skilled at V-ing and 173 hits for skilled in V-ing. Not much of a discrepancy as compared to the clear differentiation between in understanding and at understanding.

I would suggest either view or think about:

One way to view that puzzle is to ask whether life has any purpose at all.

as in:

view

VERB

2. [with object and adverbial] Regard in a particular light or with a particular attitude.
   ‘farmers are viewing the rise in rabbit numbers with concern’

or

One way to think about that puzzle is to ask whether life has any purpose at all.

as in:

think

VERB

2.4 (think of/about) Consider the possibility or advantages of (a course of action)
‘he was thinking of becoming a zoologist’

There's also consider:

consider

VERB

[WITH OBJECT]

2. Look attentively at.
   ‘the old man considered his granddaughter thoughtfully’

Hope this helps.